0 941.500.4555 Request a Call

Anna Maria Island & Holmes Beach Vacation Rentals

Showing 385–408 of 2,224 matching vacation rentals, page 17 of 93. Closest capacity matches first.

About Anna Maria Island & Holmes Beach
Gold Beautiful Bradenton Vacation Home Two Bedroom
Anna Maria Island & Holmes Beach

Beautiful Bradenton Vacation Home Two Bedroom

2 Bedrooms · 1 Bathroom · Sleeps 6
From $454 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Two Bedroom Vacation Rental Condo
Anna Maria Island & Holmes Beach

Bradenton Two Bedroom Vacation Rental Condo

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $473 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Golf Course & Lake View Two Bedroom Rental Condo in Bradenton
Anna Maria Island & Holmes Beach

Golf Course & Lake View Two Bedroom Rental Condo in Bradenton

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $12,037 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Convenient location to get on and off the Island
Anna Maria Island & Holmes Beach

Convenient location to get on and off the Island

2 Bedrooms · 2 Bathrooms · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Pool Home Sleeps 14
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Pool Home Sleeps 14

6 Bedrooms · 6 Bathrooms · Sleeps 14
From $2,366 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach 3 Bedroom Rental Short Walk to Beach
Anna Maria Island & Holmes Beach

Holmes Beach 3 Bedroom Rental Short Walk to Beach

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $660 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Four Bedroom Pool Home in Bradenton Sleeps 10
Anna Maria Island & Holmes Beach

Four Bedroom Pool Home in Bradenton Sleeps 10

4 Bedrooms · 3 Bathrooms · Sleeps 10
From $844 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Vacation Pool Home in Bradenton Sleeps 8 Guests
Anna Maria Island & Holmes Beach

Vacation Pool Home in Bradenton Sleeps 8 Guests

4 Bedrooms · 3 Bathrooms · Sleeps 8
From $895 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury 7 Bedroom Vacation Rental Home in Bradenton Beach
Anna Maria Island & Holmes Beach

Luxury 7 Bedroom Vacation Rental Home in Bradenton Beach

7 Bedrooms · 7 Bathrooms · Sleeps 16
From $3,265 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Vacation Pool Home in Bradenton Sleeps 12 Guests
Anna Maria Island & Holmes Beach

Luxury Vacation Pool Home in Bradenton Sleeps 12 Guests

5 Bedrooms · 3 Bathrooms · Sleeps 12
From $1,196 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Vacation Home Four Bedroom Main House Guest House
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Home Four Bedroom Main House Guest House

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,378 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Charming 3 Bedroom Pool Vacation Home in Bradenton
Anna Maria Island & Holmes Beach

Charming 3 Bedroom Pool Vacation Home in Bradenton

3 Bedrooms · 2 Bathrooms · Sleeps 8
From $592 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Beach Seven Bedroom Luxury Vacation Home
Anna Maria Island & Holmes Beach

Bradenton Beach Seven Bedroom Luxury Vacation Home

7 Bedrooms · 7 Bathrooms · Sleeps 17
From $1,950 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation
Anna Maria Island & Holmes Beach

Holmes Beach Vacation

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $8,901 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Rental with 3 Bedrooms
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Rental with 3 Bedrooms

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $637 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Four Bedroom Walk to Beach Vacation Rental Home
Anna Maria Island & Holmes Beach

Holmes Beach Four Bedroom Walk to Beach Vacation Rental Home

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $1,767 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Beach Vacation Home Three Bedroom
Anna Maria Island & Holmes Beach

Bradenton Beach Vacation Home Three Bedroom

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $2,199 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Gorgeous Vacation Home with Heated Saltwater Pool & Treehouse
Anna Maria Island & Holmes Beach

Gorgeous Vacation Home with Heated Saltwater Pool & Treehouse

5 Bedrooms · 3 Bathrooms · Sleeps 16
From $1,329 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beautiful Three Bedroom Vacation Rental Additional Guest Suite
Anna Maria Island & Holmes Beach

Beautiful Three Bedroom Vacation Rental Additional Guest Suite

3 Bedrooms · 3 Bathrooms · Sleeps 7
From $847 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Water Views Bradenton Vacation Pool Home Three Bedroom
Anna Maria Island & Holmes Beach

Water Views Bradenton Vacation Pool Home Three Bedroom

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $895 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Duplex Three Bedroom with Pool
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Duplex Three Bedroom with Pool

3 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Private Pool Game Room Anna Maria Vacation Home
Anna Maria Island & Holmes Beach

Private Pool Game Room Anna Maria Vacation Home

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $810 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Beachfront 2 Bedroom Vacation Condo in Anna Maria Island
Anna Maria Island & Holmes Beach

Beachfront 2 Bedroom Vacation Condo in Anna Maria Island

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $697 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Beach Vacation Duplex Walk to Beach
Anna Maria Island & Holmes Beach

Bradenton Beach Vacation Duplex Walk to Beach

7 Bedrooms · 6 Bathrooms · Sleeps 16
From $1,942 / night
Call to confirm availability941.500.4555 Request a callback & quote

Privacy controls

Choose which cookies we use

Optional cookies are off unless you choose otherwise. You can return to these settings from the footer at any time.

Essential & requested features Required for security and for features you ask us to provide, including saved rentals and remembered search choices. Always active

Cookie PolicyPrivacy Policy

Talk with a Villa Specialist

When should we call you?

Share a few details and an Emerald Kite specialist will call you now or in five minutes.

If you provide a mobile number, you consent to receive messages about your vacation planning. Carrier rates may apply; you can opt out at any time.

Security check loads when this window opens.

Requests after 10 p.m. Eastern Time will be returned the next day.

Having trouble? Use the full Contact page.